Methylamine → HCID 14986581, compound

HRID 1613133Notes

Reaction equation

HRID 1613133 reaction equation
[C:1]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:16]=[CH:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[N:12]([C:21](=[O:25])[CH:22](Br)[CH3:23])[C:11]=2[CH:26]=1)([O:3][CH2:4][CH3:5])=[O:2].[CH3:27][NH2:28]>C(O)C>[C:1]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:16]=[CH:15][C:14]3[CH:17]=[CH:18][CH:19]=[CH:20][C:13]=3[N:12]([C:21](=[O:25])[CH:22]([NH:28][CH3:27])[CH3:23])[C:11]=2[CH:26]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 14986580HCID 14986580, compound

Product 1

HCID 14986581HCID 14986581, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
4 °C

Procedure

3-Carbethoxyamino-5-(α-bromopropionyl)-5H-dibenz[b,f]-azepine (10 g) is mixed with 15 ml of approximately 35% aqueous methylamine solution and 75 ml of ethanol and heated in a laboratory autoclave for 12 hours at 90° to 95° C. After cooling to 4° C., the formed precipitate is filtered off with suction, mixed with 50 ml of acetone and then, again filtered off with suction and dried. 3-Carbethoxyamino-5-(α-methylaminopropionyl)-5H-dibenz[b,f]azepine (7 g) is obtained, which can be purified by being dissolved in dilute hydrochloric acid and precipitated with concentrated ammonia solution. The purified compounds melts at 217° to 219° C.

Workup

  1. temperatureheated in a laboratory autoclave for 12 hours at 90° to 95° C
  2. filtrationthe formed precipitate is filtered off with suction
  3. additionmixed with 50 ml of acetone
  4. filtrationagain filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-c2cbe3ade56d440dafa9ff7164e7e5bb
Source dataset
uspto-grants-1993_03
Patent number
US05192760

Reaction notes

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